JPS61231002A - 遊離基開始付加重合体の製造方法 - Google Patents
遊離基開始付加重合体の製造方法Info
- Publication number
- JPS61231002A JPS61231002A JP61077516A JP7751686A JPS61231002A JP S61231002 A JPS61231002 A JP S61231002A JP 61077516 A JP61077516 A JP 61077516A JP 7751686 A JP7751686 A JP 7751686A JP S61231002 A JPS61231002 A JP S61231002A
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen peroxide
- weight
- item
- polymerization
- monomer component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920000642 polymer Polymers 0.000 title claims description 39
- 150000003254 radicals Chemical class 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 230000000977 initiatory effect Effects 0.000 title 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 102
- 239000000178 monomer Substances 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 30
- 229910001868 water Inorganic materials 0.000 claims description 30
- 238000006116 polymerization reaction Methods 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000003960 organic solvent Substances 0.000 claims description 20
- 238000009835 boiling Methods 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 52
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 26
- 239000000203 mixture Substances 0.000 description 24
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 20
- 239000011541 reaction mixture Substances 0.000 description 20
- 239000002253 acid Substances 0.000 description 15
- 239000004615 ingredient Substances 0.000 description 13
- 238000010992 reflux Methods 0.000 description 13
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 238000010533 azeotropic distillation Methods 0.000 description 11
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- 238000005227 gel permeation chromatography Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 9
- 239000004793 Polystyrene Substances 0.000 description 9
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 9
- 239000003999 initiator Substances 0.000 description 9
- 229920002223 polystyrene Polymers 0.000 description 9
- 239000003085 diluting agent Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- -1 acetate ester Chemical class 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000008199 coating composition Substances 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 229920003180 amino resin Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000012644 addition polymerization Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229920001228 polyisocyanate Polymers 0.000 description 3
- 239000005056 polyisocyanate Substances 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 2
- JSLCOZYBKYHZNL-UHFFFAOYSA-N butylisobutyrate Chemical compound CCCCOC(=O)C(C)C JSLCOZYBKYHZNL-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- WOYWLLHHWAMFCB-UHFFFAOYSA-N 2-ethylhexyl acetate Chemical compound CCCCC(CC)COC(C)=O WOYWLLHHWAMFCB-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- SMPWDQQFZPIOGD-UPHRSURJSA-N bis(2-hydroxyethyl) (z)-but-2-enedioate Chemical compound OCCOC(=O)\C=C/C(=O)OCCO SMPWDQQFZPIOGD-UPHRSURJSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 229940043232 butyl acetate Drugs 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- HVFSJXUIRWUHRG-UHFFFAOYSA-N oic acid Natural products C1CC2C3CC=C4CC(OC5C(C(O)C(O)C(CO)O5)O)CC(O)C4(C)C3CCC2(C)C1C(C)C(O)CC(C)=C(C)C(=O)OC1OC(COC(C)=O)C(O)C(O)C1OC(C(C1O)O)OC(COC(C)=O)C1OC1OC(CO)C(O)C(O)C1O HVFSJXUIRWUHRG-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- RGFNRWTWDWVHDD-UHFFFAOYSA-N sec-butyl ester of butyric acid Natural products CCCC(=O)OCC(C)C RGFNRWTWDWVHDD-UHFFFAOYSA-N 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229940071182 stannate Drugs 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/30—Inorganic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/719,661 US4600755A (en) | 1985-04-03 | 1985-04-03 | Free radical initiated polymerization of polymerizable ethylenically unsaturated monomer component in the presence of hydrogen peroxide |
| US719661 | 1996-09-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61231002A true JPS61231002A (ja) | 1986-10-15 |
| JPS6411202B2 JPS6411202B2 (enExample) | 1989-02-23 |
Family
ID=24890884
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61077516A Granted JPS61231002A (ja) | 1985-04-03 | 1986-04-02 | 遊離基開始付加重合体の製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4600755A (enExample) |
| JP (1) | JPS61231002A (enExample) |
| CA (1) | CA1248691A (enExample) |
| DE (1) | DE3610638C3 (enExample) |
| FR (1) | FR2579981B1 (enExample) |
| GB (1) | GB2173808B (enExample) |
| IT (1) | IT1188642B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014136772A (ja) * | 2013-01-18 | 2014-07-28 | Sanyo Chem Ind Ltd | 粘度指数向上剤、潤滑油組成物及び粘度指数向上剤の製造方法 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06239912A (ja) * | 1993-02-18 | 1994-08-30 | Nippon Shokubai Co Ltd | 重合体の製造方法 |
| CA2151112A1 (en) * | 1994-06-13 | 1995-12-14 | Michael Bennett Freeman | High temperature polymerization process and products therefrom |
| IT1275994B1 (it) * | 1995-03-31 | 1997-10-24 | Atochem Elf Italia | Emulsioni a base di polimeri acrilici |
| US6388026B1 (en) | 1997-08-05 | 2002-05-14 | S. C. Johnson Commercial Markets, Inc. | Process for the preparation of macromers |
| EP1526145A1 (en) * | 2003-10-24 | 2005-04-27 | Resolution Research Belgium S.A. | Process for the preparation of hydroxy functional polymer and its use in coating compositions |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE556317A (enExample) * | 1956-04-02 | |||
| FR1282760A (fr) * | 1959-12-31 | 1962-01-27 | Texas Butadiene & Chem Int | Procédé de polymérisation de monomère à insaturation éthylénique |
| CH431998A (de) * | 1963-10-25 | 1967-03-15 | Ciba Geigy | Verfahren zur Herstellung von Lösungen von Präpolymeren eines Diallylphthalats |
| US3366605A (en) * | 1964-06-10 | 1968-01-30 | Pittsburgh Plate Glass Co | Amide interpolymerization in organic solvent using ho |
| US3370050A (en) * | 1964-06-10 | 1968-02-20 | Pittsburgh Plate Glass Co | Preparation of interpolymers of hydroxyl-containing monomers in an organic solvent using hydrogen plroxide as catalyst |
| GB1113790A (en) * | 1964-06-10 | 1968-05-15 | Pittsburgh Plate Glass Co | Production of amide or ester interpolymers |
| JPS5776045A (en) * | 1980-10-30 | 1982-05-12 | Dainippon Ink & Chem Inc | Thermosetting resin composition |
| JPS5869206A (ja) * | 1981-10-20 | 1983-04-25 | Nippon Paint Co Ltd | 末端に水酸基を有するアクリル重合体の製造法 |
-
1985
- 1985-04-03 US US06/719,661 patent/US4600755A/en not_active Expired - Fee Related
-
1986
- 1986-03-05 CA CA000503317A patent/CA1248691A/en not_active Expired
- 1986-03-25 GB GB8607433A patent/GB2173808B/en not_active Expired
- 1986-03-29 DE DE19863610638 patent/DE3610638C3/de not_active Expired - Lifetime
- 1986-04-02 IT IT19949/86A patent/IT1188642B/it active
- 1986-04-02 JP JP61077516A patent/JPS61231002A/ja active Granted
- 1986-04-03 FR FR868604795A patent/FR2579981B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014136772A (ja) * | 2013-01-18 | 2014-07-28 | Sanyo Chem Ind Ltd | 粘度指数向上剤、潤滑油組成物及び粘度指数向上剤の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3610638A1 (de) | 1986-10-09 |
| DE3610638C3 (de) | 1992-01-30 |
| IT8619949A1 (it) | 1987-10-02 |
| GB8607433D0 (en) | 1986-04-30 |
| JPS6411202B2 (enExample) | 1989-02-23 |
| US4600755A (en) | 1986-07-15 |
| GB2173808B (en) | 1989-06-28 |
| IT1188642B (it) | 1988-01-20 |
| DE3610638C2 (de) | 1987-07-02 |
| GB2173808A (en) | 1986-10-22 |
| FR2579981A1 (enExample) | 1986-10-10 |
| IT8619949A0 (it) | 1986-04-02 |
| CA1248691A (en) | 1989-01-10 |
| FR2579981B1 (enExample) | 1992-04-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH07188570A (ja) | 遊離基法により架橋可能なコポリマー | |
| JPH01502516A (ja) | ピロリドニルアクリレートブロック重合体 | |
| JPH07188330A (ja) | フリーラジカル法により架橋可能の共重合体を製造する方法 | |
| CA1143090A (en) | Macromonomers | |
| JPH0317167A (ja) | ヒドロキシル基含有バインダー | |
| JPS61231002A (ja) | 遊離基開始付加重合体の製造方法 | |
| US3558570A (en) | Telomers of styrene and maleic acid anhydride and process for preparing them | |
| US5412039A (en) | Acrylic copolymer core with catalyst grafted with macromonomers | |
| JPH0233041B2 (enExample) | ||
| US2647878A (en) | Process of promoting polymerization | |
| EP0257567B2 (en) | Resin-fortified emulsion polymers and methods of preparing the same | |
| JPH0755970B2 (ja) | グラフトエポキシ樹脂の製造法 | |
| JPS6351411A (ja) | 粉末状オレフイン−無水マレイン酸−共重合体の製造方法 | |
| TWI285212B (en) | Liquid rubber composition and its preparation process and uses | |
| TW200526747A (en) | Fast drying coating composition comprising an unsaturated hydroxydiester | |
| CA2379418A1 (en) | Method for producing aqueous resin dispersion composition | |
| CA1039876A (en) | Process for preparing a film-forming material | |
| US6670411B2 (en) | Process for devolatilizing an acrylic resin and process for preparing a powder coating composition | |
| CA1042582A (en) | Producing self-stabilizing polymer dispersions in hydrocarbon liquids | |
| SU659096A3 (ru) | Способ получени дисперсий гидроксилсодержащих сополимеров | |
| DE2709784A1 (de) | Verfahren zur herstellung von loeslichen, hydroxylgruppenenthaltenden, mit organischen polyisocyanaten vernetzbaren mischpolymerisaten | |
| EP0251921B1 (fr) | Polymère acrylique partiellement estérifié et ses applications notamment pour la préparation de revêtements | |
| EP0339477A2 (en) | Bulk process for producing cyclic ester-modified polymers without use of catalyst | |
| JP3003245B2 (ja) | 安定化されたポリマー分散体の製造方法 | |
| JPS6040110A (ja) | 熱可塑性ポリマーの製法 |